O-Carboxymethyl chitin (CM-chitin) is a water-soluble derivative of
chitin, be carboxymethylated in 3- and 6-positions to varying extents.
CM-chitins with a total fraction of O-substitution from 0.65 to 1.5
were prepared, and characterised by high-field proton n.m.r. spectroscopy,
allowing the determination of the fraction of O-substitution in positions
3 and 6, together with the fraction of N-acetylated units (F-A) The
carboxymethylation in position 6 was found to be larger than in position
3 in all fractions, confirming that the reactivity at OH-6 is larger
than at OH-3 in the carboxymethylation process. F-A of the CM-chitins
varied from 0.85 to 0.95, showing no systematic variation with the
total degree of carboxymethylation. These well-characterised CM-chitins
were degraded with hen egg white lysozyme. Initial degradation rates,
r: were determined from plots of the viscosity decrease (Delta 1/eta)
against time of degradation at pH 5.3 and ionic strength 0.1 (M).
It was found that the CM-chitin-lysozyme system obeyed a Michaelis-Menten
type of kinetics. The time course of degradation of CM-chitin with
lysozyme was non-linear, suggesting different degradation rates of
different sequences in CM-chitin. All r-values of CM-chitins were
higher than the highest rate determined for a partially N-acetylated
chitosan with F-A Of 0.6. The r-values were found to increase with
increasing F-A Of the CM-chitins, while r-values decreased with increasing
fraction of carboxymethylation. Furthermore, the results suggest
that carboxymethylation in position 3 has a larger effect on reducing
the rate than carboxymethylation in position 6. (C) 1997 Published
by Elsevier Science Ltd.
%0 Journal Article
%1 Hjerde1997
%A Hjerde, R. J. N.
%A Varum, K. M.
%A Grasdalen, H.
%A Tokura, S.
%A Smidsrod, O.
%C THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, OXON, ENGLAND
%D 1997
%I ELSEVIER SCI LTD
%J Carbohydr. Polym.
%K ;; [ISI:] c-13-nmr chitins chitosans; deacetylated derivatives; egg-white; field h-1-nmr n-acetylated nmr-spectroscopy; spectroscopy;
%N 3
%P 131 -- 139
%T Chemical composition of O-(carboxymethyl)-chitins in relation to
lysozyme degradation rates
%V 34
%X O-Carboxymethyl chitin (CM-chitin) is a water-soluble derivative of
chitin, be carboxymethylated in 3- and 6-positions to varying extents.
CM-chitins with a total fraction of O-substitution from 0.65 to 1.5
were prepared, and characterised by high-field proton n.m.r. spectroscopy,
allowing the determination of the fraction of O-substitution in positions
3 and 6, together with the fraction of N-acetylated units (F-A) The
carboxymethylation in position 6 was found to be larger than in position
3 in all fractions, confirming that the reactivity at OH-6 is larger
than at OH-3 in the carboxymethylation process. F-A of the CM-chitins
varied from 0.85 to 0.95, showing no systematic variation with the
total degree of carboxymethylation. These well-characterised CM-chitins
were degraded with hen egg white lysozyme. Initial degradation rates,
r: were determined from plots of the viscosity decrease (Delta 1/eta)
against time of degradation at pH 5.3 and ionic strength 0.1 (M).
It was found that the CM-chitin-lysozyme system obeyed a Michaelis-Menten
type of kinetics. The time course of degradation of CM-chitin with
lysozyme was non-linear, suggesting different degradation rates of
different sequences in CM-chitin. All r-values of CM-chitins were
higher than the highest rate determined for a partially N-acetylated
chitosan with F-A Of 0.6. The r-values were found to increase with
increasing F-A Of the CM-chitins, while r-values decreased with increasing
fraction of carboxymethylation. Furthermore, the results suggest
that carboxymethylation in position 3 has a larger effect on reducing
the rate than carboxymethylation in position 6. (C) 1997 Published
by Elsevier Science Ltd.
@article{Hjerde1997,
__markedentry = {[phpts:6]},
abstract = {O-Carboxymethyl chitin (CM-chitin) is a water-soluble derivative of
chitin, be carboxymethylated in 3- and 6-positions to varying extents.
CM-chitins with a total fraction of O-substitution from 0.65 to 1.5
were prepared, and characterised by high-field proton n.m.r. spectroscopy,
allowing the determination of the fraction of O-substitution in positions
3 and 6, together with the fraction of N-acetylated units (F-A) The
carboxymethylation in position 6 was found to be larger than in position
3 in all fractions, confirming that the reactivity at OH-6 is larger
than at OH-3 in the carboxymethylation process. F-A of the CM-chitins
varied from 0.85 to 0.95, showing no systematic variation with the
total degree of carboxymethylation. These well-characterised CM-chitins
were degraded with hen egg white lysozyme. Initial degradation rates,
r: were determined from plots of the viscosity decrease (Delta 1/[eta])
against time of degradation at pH 5.3 and ionic strength 0.1 (M).
It was found that the CM-chitin-lysozyme system obeyed a Michaelis-Menten
type of kinetics. The time course of degradation of CM-chitin with
lysozyme was non-linear, suggesting different degradation rates of
different sequences in CM-chitin. All r-values of CM-chitins were
higher than the highest rate determined for a partially N-acetylated
chitosan with F-A Of 0.6. The r-values were found to increase with
increasing F-A Of the CM-chitins, while r-values decreased with increasing
fraction of carboxymethylation. Furthermore, the results suggest
that carboxymethylation in position 3 has a larger effect on reducing
the rate than carboxymethylation in position 6. (C) 1997 Published
by Elsevier Science Ltd.},
added-at = {2011-11-04T13:47:04.000+0100},
address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, OXON, ENGLAND},
author = {Hjerde, R. J. N. and Varum, K. M. and Grasdalen, H. and Tokura, S. and Smidsrod, O.},
authoraddress = {Norwegian Univ Sci & Technol, Dept Biotechnol, Norwegian Biopolymer
Lab, NOBIPOL, N-7034 Trondheim, Norway. ; Hokkaido Univ, Grad Sch
Environm Earth Sci, Div Ecol Sci, Sapporo, Hokkaido 060, Japan.},
biburl = {https://www.bibsonomy.org/bibtex/2ebe75fdccd1430ce5d74607c07229a6e/pawelsikorski},
citedref = {GARDNER KH, 1975, BIOPOLYMERS, V14, P1581 ; HAYES ER, 1986, 4619995,
US ; HO FFL, 1980, ANAL CHEM, V52, P913 ; IMOTO T, 1972, ENZYMES,
V7, P665 ; KRAGTEN EA, 1992, CARBOHYD RES, V228, P433 ; KRISTIANSEN
A, 1996, CARBOHYD RES, V289, P143 ; LEDUNG P, 1994, CARBOHYD POLYM,
V24, P209 ; MIYAZAKI T, 1968, B CHEM SOC JPN, V41, P2754 ; NISHIMURA
SI, 1986, CARBOHYD RES, V146, P251 ; NORDTVEIT RJ, 1994, CARBOHYD
POLYM, V23, P253 ; NORDTVEIT RJ, 1996, CARBOHYD POLYM, V29, P163
; NUDGA LA, 1973, ZH OBSHCH KHIM+, V43, P2752 ; OTTOY MH, 1996, CARBOHYD
POLYM, V31, P253 ; PARFONDRY A, 1977, CARBOHYD RES, V57, P39 ; PERLIN
AS, 1970, CAN J CHEM, V48, P2596 ; PHILLIPS DC, 1966, SCI AM, V215,
P78 ; REUBEN J, 1983, CARBOHYD RES, V115, P1 ; RINAUDO M, 1992, ADV
CHITIN CHITOSAN, P516 ; RINAUDO M, 1992, INT J BIOL MACROMOL, V14,
P121 ; STOKKE BT, 1995, CAN J CHEM, V73, P1972 ; TOKURA S, 1983,
POLYM J, V15, P485 ; VARUM KM, 1991, CARBOHYD RES, V211, P17 ; VARUM
KM, 1991, CARBOHYD RES, V217, P19},
interhash = {432bd2579d1d6df2e49c908b1118d230},
intrahash = {ebe75fdccd1430ce5d74607c07229a6e},
isifile-dt = {Article},
isifile-ga = {YR228},
isifile-j9 = {CARBOHYD POLYM},
isifile-nr = {23},
isifile-pi = {OXFORD},
isifile-rp = {Varum, KM, Norwegian Univ Sci & Technol, Dept Biotechnol, Norwegian
; Biopolymer Lab, NOBIPOL, N-7034 Trondheim, Norway.},
isifile-sc = {Chemistry, Applied; Chemistry, Organic; Polymer Science},
isifile-tc = {9},
issn = {0144-8617},
journal = {Carbohydr. Polym.},
keywords = {;; [ISI:] c-13-nmr chitins chitosans; deacetylated derivatives; egg-white; field h-1-nmr n-acetylated nmr-spectroscopy; spectroscopy;},
language = {English},
month = {DEC 20},
number = 3,
owner = {phpts},
pages = {131 -- 139},
publisher = {ELSEVIER SCI LTD},
size = {9 p.},
sourceid = {ISI:000071473800002},
timestamp = {2011-11-04T13:47:12.000+0100},
title = {Chemical composition of O-(carboxymethyl)-chitins in relation to
lysozyme degradation rates},
volume = 34,
year = 1997
}